Early in his career, Crowder worked for Fox News and posted satirical videos on conservative media platforms.

In December 2012, Crowder and members of Americans for Prosperity were involved in an altercation at a demonstration in Michigan concerning the state's recently passed right-to-work law.

His mother was French Canadian, and at the age of three, his family moved to the Montreal suburb of Greenfield Park, Quebec, Canada where he would live for the rest of his childhood.

[19] At a December 2012 protest, Crowder was punched repeatedly in the face by a union member who claimed he was acting in self defense after being pushed to the ground.

[21] An AFL–CIO spokesman, Eddie Vale, stated that the organization did not condone the tearing down of the Americans for Prosperity tent or the violence against Crowder and his group.

[22] In March 2013, Ingham County Prosecutor Stuart Dunnings III declined to press charges against anyone involved in the December 2012 altercation.

A photograph of Crowder seated behind a sign in February 2018 reading "Male Privilege is a Myth | Change My Mind" outside the Texas Christian University campus became an Internet meme.

[30][31] Francesca Tripodi, a sociologist at the University of North Carolina at Chapel Hill, said that Crowder is "very popular, especially among young, conservative voters".

[26] Stanford researcher Becca Lewis told Bloomberg News that while Crowder does not directly express white nationalist views, his channel "has some of the most overt racism of any of the shows I've looked at".

[4] Vox Media's The Verge published an article stating that Crowder's videos "routinely contain egregious violations of YouTube's policies against cyberbullying".

[4] The next day, YouTube suspended the channel's monetization, describing the objectionable content as "a pattern of egregious actions harmed the broader community".

[48] His account was then given a second strike on the platform for "reveling in or mocking" the killing of Ma'Khia Bryant in a video he posted, and Crowder responded by announcing that he had filed a lawsuit against YouTube seeking an injunction.

Crowder listed the offer's stipulations that, if he were to be demonetized or removed from platforms such as YouTube, Facebook or the iTunes Store, his payment would be cut substantially during that period.

[12] In August 2023, Vanity Fair reported that the show's viewership on Rumble was declining following the dispute with Daily Wire as well as other controversies and lawsuits over sexual harassment.

Crowder announced he was partnering with Alex Jones, as well as comedians Nick Di Paolo, Josh Firestine, and Bryan Callen, to offer an expanded version of his Mug Club to be streamed via Rumble.

In the video, Crowder berated Hilary for failing to perform her "wifely duties" and told her to "fucking watch it" when she accused him of abuse.